Flameproof acrylate

Abstract

Method for manufacturing oxaphosphaphenantrene oxide acrylate monomers by Phospha-Michael addition to acrylates, which comprises reacting oxaphosphaphenantrene oxide with an α,ω-alkyl diol diacrylate in a molar ratio of 1:1.5 to 1:10 in the presence of a base and a polymerisation inhibitor at temperatures from 70 to 120° C. and unreacted α,ω-alkyl diol diacrylate is separated off, monomers obtainable with the method and their use for manufacturing flame retardant thermoplastic (meth)acrylate polymers and method for manufacturing flame retardant thermoplastic (meth)acrylate polymers with the monomers, polymers obtainable in this way and their use for manufacturing transparent films and panels.

1 - 18 . (canceled) 
     
     
         19 . Method for manufacturing oxaphosphaphenantrene oxide acrylate monomers by Phospha-Michael addition to α,ω-alkyl diol diacrylates having 2 to 6 carbon atoms in the alkyl chain,
 wherein 
 the oxaphosphaphenantrene oxide is reacted with the α,ω-alkyl diol diacrylate in a molar ratio of 1:1.5 to 1:10 in the presence of a base and a polymerisation inhibitor, at temperatures from 70 to 120° C. and in the absence of water, and unreacted diol diacrylate is separated off. 
 
     
     
         20 . Method according to  claim 19 , wherein the oxaphosphaphenantrene oxide is 9,10-dihydro-9-oxa-10-phosphaphenantrene-10-oxide. 
     
     
         21 . Method according to  claim 19 , wherein the separation of unreacted diol diacrylate is carried out by vacuum distillation and/or liquid-liquid extraction with a hydrocarbon solvent. 
     
     
         22 . Method according to  claim 21 , wherein the hydrocarbon solvent is n-pentane, n-hexane, n-heptane or a mixture of two or all of them. 
     
     
         23 . Method according to  claim 19 , wherein the Phospha-Michael addition is carried out in toluene, o-xylene, m-xylene, p-xylene or mixtures of two or more thereof as solvent. 
     
     
         24 . Method according to  claim 19 , wherein a sterically hindered tertiary amine is used as base. 
     
     
         25 . Method according to  claim 19 , wherein the base is used in an amount of from 0.15 to 2.0 mol per mol of oxaphospha-phenantrene oxide. 
     
     
         26 . Method according to  claim 19 , wherein the α,ω-alkyl diol diacrylates has 2 to 4 carbon atoms in the alkyl chain. 
     
     
         27 . Oxaphosphaphenantrene oxide acrylate monomer obtained by a method according to  claim 19 . 
     
     
         28 . Oxaphosphaphenantrene oxide acrylate monomer according to  claim 27 , wherein a maximum of 3 mol-% diol diacrylate is present. 
     
     
         29 . Method for manufacturing flame retardant, thermoplastic (meth)acrylate polymers by copolymerisation of at least one (meth)acrylate monomer with a phosphorus-containing acrylate monomer,
 wherein the phosphorus-containing acrylate monomer used is oxaphosphaphenantrene oxide acrylate monomer obtained according to  claim 19 .   
     
     
         30 . The method according to  claim 29 , wherein the (meth)acrylate monomers are selected from the group consisting of ethyl acrylate, n-butyl acrylate, iso-butyl acrylate, tert-butyl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, iso-butymethacrylate, tert-butymethacrylate and mixtures thereof. 
     
     
         31 . Method according to  claim 29 , wherein additionally copolymerized phosphorus compounds active in the solid phase are polymerized in. 
     
     
         32 . Film or panel produced from a flame retardant, thermoplastic (meth)acrylate polymer obtained according to  claim 29 . 
     
     
         33 . Film or panel according to  claim 32 , wherein the films or panels are transparent. 
     
     
         34 . Film according to  claim 32 , wherein the film is a decorative film comprising a layer containing the (meth)acrylate polymer. 
     
     
         35 . Method according to  claim 24 , wherein the separation of unreacted diol diacrylate is carried out by vacuum distillation or by vacuum distillation and liquid-liquid extraction with a hydrocarbon solvent before and/or after vacuum distillation. 
     
     
         36 . Method according to  claim 35  wherein the solvent is selected from the group consisting of n-pentane, n-hexane, and n-heptane. 
     
     
         37 . Method according to  claim 35 , wherein the base is used in an amount from 0.9 to 1.1 mol per mol of oxaphosphaphenantrene oxide. 
     
     
         38 . Method according to  claim 35 , wherein the α,ω-alkyl diol diacrylate is ethylene glycol diacrylate or n-butylene glycol diacrylate. 
     
     
         39 . Method according to  claim 37 , wherein the α,ω-alkyl diol diacrylate is ethylene glycol diacrylate or n-butylene glycol diacrylate. 
     
     
         40 . Method according to  claim 31 , wherein the copolymerized phosphorus compounds active in the solid phase selected from 
       
         
           
           
               
               
           
         
         and mixtures of two or more thereof. 
       
     
     
         41 . Film or panel according to  claim 32 , wherein additionally copolymerized phosphorus compounds active in the solid phase are polymerized in into the flame retardant, thermoplastic (meth)acrylate polymer, and the phosphorus compounds are phosphorus-containing monomers based on alkyl acrylate or hydroxyalkyl (meth)acrylate. 
     
     
         42 . Film or panel according to  claim 32 , wherein additionally copolymerized phosphorus compounds active in the solid phase are polymerized in into the flame retardant, thermoplastic (meth)acrylate polymer, and the phosphorus compounds are selected from 
       
         
           
           
               
               
           
         
         and mixtures of two or more thereof.